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Featured Villas in Southwest Florida and around

Our top choices for Southwest Florida villas

Sea You Soon AMI Designer Villa, Holmes Beach, September Sale

10.0 out of 10, Exceptional, (1)
"Everything was great except pool. The walls had black mold in places and the bottom floor had too much sdirt."
Sea You Soon AMI Designer Villa, Holmes Beach, September Sale

Relax with privacy! Villa in Bonita Springs! Modern, huge pool!

10.0 out of 10, Exceptional, (112)
"The house is great - lots of room and so pretty. "
The price is €497
includes taxes & fees
8 Sept - 9 Sept
Relax with privacy! Villa in Bonita Springs! Modern, huge pool!

Stunning Luxury villa "Sandpiper" across the street from the beach!

9.0 out of 10, Wonderful, (41)
"I love that this place is walking distance from the beach. Although we didn't make it in the area sooner I received a text that it was available to check in hours before time! Only complaint is there were knats in the kitchen.. lots. "
The price is €409
includes taxes & fees
28 Sept - 29 Sept
Stunning Luxury villa "Sandpiper" across the street from the beach!

Stunning New Waterfront Luxury Villa with oversized Heated pool and Hot tub!

10.0 out of 10, Exceptional, (45)
"Just a one day getaway "
The price is €553
includes taxes & fees
5 Sept - 6 Sept
Stunning New Waterfront Luxury Villa with oversized Heated pool and Hot tub!

Pet friendly spacious home for large groups! Heated pool & jacuzzi, games!

9.4 out of 10, Exceptional, (16)
"The home was very spacious, clean, and comfortable. The neighborhood was pretty quiet and near some shops and eateries which was convenient. Host, Nataliya was very responsive and accommodated a special request. We enjoyed our stay and look forward to returning in the near future."
The price is €771
includes taxes & fees
1 Sept - 2 Sept
Pet friendly spacious home for large groups! Heated pool & jacuzzi, games!

Villa Merrick - 4 bed/3.5 bath w/ heated pool/spa. Gulf access. Close to Cape Harbour!

9.6 out of 10, Exceptional, (21)
"Great. We will be back"
Villa Merrick - 4 bed/3.5 bath w/ heated pool/spa. Gulf access. Close to Cape Harbour!

Luxury Villa steps from Venice Beach Children friendly

9.4 out of 10, Exceptional, (110)
"Overall great location and nice unit. Would stay again."
Luxury Villa steps from Venice Beach Children friendly

SUMMER SPECIAL "ParrotEyes FMB" North Island Beauty! Pvt Pool, TOTAL RENOVATION

10.0 out of 10, Exceptional, (146)
"The perfect place for our friends weekend! House was perfect, had everything we needed and then some! Location was also great. Easy walk to restaurants, beach, shopping. Owners were just great! So nice, friendly, accommodating, etc. We will be back! Thanks again for everything!!"
SUMMER SPECIAL "ParrotEyes FMB" North Island Beauty! Pvt Pool, TOTAL RENOVATION

Major Upgrades 1 of a kind home right on the beach

10.0 out of 10, Exceptional, (118)
"Everything was in perfect order at this property! Loved our stay here!"
Major Upgrades 1 of a kind home right on the beach

Vacay in luxury! So close to the beach!

9.8 out of 10, Exceptional, (64)
"Great place to stay. The staff was very communicative & made the process very easy. Great place for a stay at the beach. Highly recommended. "
The price is €290
includes taxes & fees
29 Sept - 30 Sept
Vacay in luxury! So close to the beach!

Heated Pool Sleeps 20! Hot Tub Outdoor Kitchen/Theater

3.0 star property
8.8 out of 10, Excellent, (3)
"It was an overall great experience and wonderful time. Host was attentive and responded quickly to all of my messages "
Heated Pool Sleeps 20! Hot Tub Outdoor Kitchen/Theater

Beach, Sand, Sunsets. . . Rocking chair in front of the porch!

10.0 out of 10, Exceptional, (120)
"We loved our little island stay, the beach was as beautiful as the pictures! Clean and a such a short distance to everything, we will definitely be staying again! "
Beach, Sand, Sunsets. . . Rocking chair in front of the porch!

W Bradenton Country Club Estates, 2 bed, 2Bath 7miles to Beaches

2.0 star property
9.0 out of 10, Wonderful, (10)
"The bedrooms and bathrooms were spacious and also the closets. The kitchen was well-equipped. Overall a very comfortable and safe place to stay."
The price is €364
includes taxes & fees
31 Aug - 1 Sept
W Bradenton Country Club Estates, 2 bed, 2Bath 7miles to Beaches

Enchanting tropical waterfront villa with boat slip, bikes, kayaks heated pool!

10.0 out of 10, Exceptional, (65)
"We enjoyed our stay and would love to come back again sometime. There were a couple of minor things that had to be fixed, but he took care of it right away. Thanks for everything!"
Enchanting tropical waterfront villa with boat slip, bikes, kayaks heated pool!

Your Private Paradise Awaits – Experience Luxury at villa paradise

10.0 out of 10, Exceptional, (18)
"From the moment we arrived to the last moment on site everything was perfect. Well appointed amenities, comfortable rooms. Everything was exceptionally clean!"
Your Private Paradise Awaits – Experience Luxury at villa paradise

Marriott's Crystal Shores, Marco Island (2 Bedroom)

8.8 out of 10, Excellent, (18)
"Excellent property, horrible customer service"
The price is €706
includes taxes & fees
10 Sept - 11 Sept
Marriott's Crystal Shores, Marco Island (2 Bedroom)

6 Bedroom Gorgeous Waterfront Home With dock, panorama waterview, walk to beach,

8.6 out of 10, Excellent, (67)
"Awesome house close to everything. Host was very responsive "
6 Bedroom Gorgeous Waterfront Home With dock, panorama waterview, walk to beach,

Beach Villa! Pool, Porch & 2-Min Walk to Gulf!

9.8 out of 10, Exceptional, (61)
"Place us espectacular , one block to a beautiful beach, nice and clean pool, place was clean "
The price is €406
includes taxes & fees
25 Sept - 26 Sept
Beach Villa! Pool, Porch & 2-Min Walk to Gulf!

Newly renovated villa in prime location -5 min to the river, new pool& hot tub

9.8 out of 10, Exceptional, (48)
"House was nice, clean and great location."
Newly renovated villa in prime location -5 min to the river, new pool& hot tub

Direct Beachfront Gulf with Amazing Views

9.8 out of 10, Exceptional, (94)
"The perfect beach stay kept in great condition. Showers - wonderful with great pressure. Everything needed was within reach to make it the perfect beach vacation. Neat & tidy. "
Direct Beachfront Gulf with Amazing Views
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Southwest Florida Hotel Reviews

Find out more about Southwest Florida

Find out more about Southwest Florida

Southwest Florida Villas information

Number of reviews
360
Accommodation
59 Villas
Lowest Price
€290
Highest Price
€771

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Frequently asked questions

How much do villas in Southwest Florida cost?
Prices for villas in Southwest Florida range between €290 and €771 per night. Whatever your budget, you'll find something that fits your needs on Expedia. These prices were available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.
How many villas are there in Southwest Florida?
Take your pick of 59 villas in Southwest Florida. Whether you're getting away with the kids or your favourite friends, and wherever you're venturing, Expedia makes it a cinch to find the ideal space.
Why book your villa in Southwest Florida with Expedia?
We think arranging a holiday shouldn't be complicated, so if you're in search of villas at an affordable price, Expedia delivers. Stick to the budget and opt for an all-inclusive stay, or splurge on a 5-star villa to treat your sweetheart. Our handy filters make it easy to find a place in Southwest Florida that checks your boxes.